data_DAW # _chem_comp.id DAW _chem_comp.name "N-[(S)-(1-{2-oxo-2-[(3-sulfanylpropyl)amino]ethyl}-1H-1,2,3-triazol-5-yl)(phenyl)methyl]-4-sulfamoylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 N6 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-18 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 488.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DAW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3KNE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal DAW N1 N1 N 0 1 N N N 15.861 0.911 16.156 -8.248 0.029 -1.765 N1 DAW 1 DAW N3 N3 N 0 1 Y N N 22.011 7.270 10.398 1.078 -4.130 0.198 N3 DAW 2 DAW C4 C4 C 0 1 Y N N 16.873 5.805 14.377 -3.193 0.562 -0.397 C4 DAW 3 DAW C5 C5 C 0 1 Y N N 15.531 5.795 14.788 -3.884 1.686 -0.853 C5 DAW 4 DAW C6 C6 C 0 1 Y N N 15.062 4.721 15.534 -5.263 1.701 -0.826 C6 DAW 5 DAW C7 C7 C 0 1 N N N 17.321 6.977 13.586 -1.715 0.539 -0.423 C7 DAW 6 DAW C8 C8 C 0 1 N N S 19.017 8.160 12.344 0.415 -0.570 -0.007 C8 DAW 7 DAW C10 C10 C 0 1 Y N N 19.643 10.597 12.450 2.056 0.909 1.169 C10 DAW 8 DAW C13 C13 C 0 1 Y N N 20.180 10.389 15.217 0.822 0.461 3.602 C13 DAW 9 DAW C15 C15 C 0 1 Y N N 20.059 7.641 11.408 0.894 -1.998 -0.070 C15 DAW 10 DAW S1 S1 S 0 1 N N N 15.309 2.301 16.817 -7.723 0.635 -0.317 S1 DAW 11 DAW O1 O1 O 0 1 N N N 15.885 2.454 18.126 -8.102 2.004 -0.293 O1 DAW 12 DAW O2 O2 O 0 1 N N N 13.863 2.397 16.695 -8.121 -0.299 0.678 O2 DAW 13 DAW C1 C1 C 0 1 Y N N 15.921 3.661 15.868 -5.961 0.607 -0.348 C1 DAW 14 DAW C2 C2 C 0 1 Y N N 17.250 3.663 15.466 -5.282 -0.510 0.105 C2 DAW 15 DAW C3 C3 C 0 1 Y N N 17.736 4.736 14.718 -3.903 -0.537 0.089 C3 DAW 16 DAW O3 O3 O 0 1 N N N 16.576 7.931 13.360 -1.099 1.500 -0.841 O3 DAW 17 DAW N2 N2 N 0 1 N N N 18.628 7.015 13.190 -1.050 -0.547 0.018 N2 DAW 18 DAW C9 C9 C 0 1 Y N N 19.483 9.371 13.123 0.949 0.084 1.241 C9 DAW 19 DAW C11 C11 C 0 1 Y N N 20.074 11.695 13.195 2.546 1.509 2.314 C11 DAW 20 DAW C12 C12 C 0 1 Y N N 20.340 11.592 14.564 1.929 1.285 3.530 C12 DAW 21 DAW C14 C14 C 0 1 Y N N 19.752 9.286 14.489 0.331 -0.140 2.457 C14 DAW 22 DAW C16 C16 C 0 1 Y N N 21.400 7.949 11.410 0.322 -3.074 0.519 C16 DAW 23 DAW N4 N4 N 0 1 Y N N 21.100 6.556 9.774 2.053 -3.733 -0.541 N4 DAW 24 DAW N5 N5 N 0 1 Y N N 19.900 6.762 10.368 1.982 -2.462 -0.727 N5 DAW 25 DAW C17 C17 C 0 1 N N N 18.804 6.039 9.781 2.918 -1.655 -1.514 C17 DAW 26 DAW C20 C20 C 0 1 N N N 17.723 1.517 10.629 7.073 0.921 -1.092 C20 DAW 27 DAW C21 C21 C 0 1 N N N 18.137 0.517 11.693 8.202 1.419 -0.189 C21 DAW 28 DAW C18 C18 C 0 1 N N N 17.841 5.270 10.647 4.030 -1.165 -0.624 C18 DAW 29 DAW O4 O4 O 0 1 N N N 16.635 5.583 10.580 4.040 -1.459 0.552 O4 DAW 30 DAW N6 N6 N 0 1 N N N 18.188 3.944 10.880 5.014 -0.398 -1.135 N6 DAW 31 DAW C19 C19 C 0 1 N N N 17.293 2.863 11.245 6.095 0.079 -0.270 C19 DAW 32 DAW S2 S2 S 0 1 N N N 18.304 -1.197 11.112 9.361 2.418 -1.164 S2 DAW 33 DAW HN1 HN1 H 0 1 N N N 15.466 0.795 15.245 -7.606 -0.258 -2.433 HN1 DAW 34 DAW HN1A HN1A H 0 0 N N N 16.858 0.949 16.085 -9.199 -0.043 -1.944 HN1A DAW 35 DAW H5 H5 H 0 1 N N N 14.872 6.611 14.528 -3.340 2.542 -1.226 H5 DAW 36 DAW H6 H6 H 0 1 N N N 14.032 4.701 15.859 -5.799 2.570 -1.179 H6 DAW 37 DAW H8 H8 H 0 1 N N N 18.141 8.542 11.799 0.771 -0.029 -0.883 H8 DAW 38 DAW H10 H10 H 0 1 N N N 19.439 10.685 11.393 2.540 1.081 0.219 H10 DAW 39 DAW H13 H13 H 0 1 N N N 20.383 10.305 16.274 0.339 0.286 4.552 H13 DAW 40 DAW H2 H2 H 0 1 N N N 17.901 2.842 15.730 -5.833 -1.362 0.477 H2 DAW 41 DAW H3 H3 H 0 1 N N N 18.768 4.751 14.400 -3.374 -1.409 0.442 H3 DAW 42 DAW HN2 HN2 H 0 1 N N N 19.283 6.308 13.458 -1.541 -1.314 0.352 HN2 DAW 43 DAW H11 H11 H 0 1 N N N 20.205 12.647 12.703 3.411 2.154 2.258 H11 DAW 44 DAW H12 H12 H 0 1 N N N 20.673 12.461 15.113 2.312 1.754 4.425 H12 DAW 45 DAW H14 H14 H 0 1 N N N 19.624 8.339 14.993 -0.534 -0.784 2.513 H14 DAW 46 DAW H16 H16 H 0 1 N N N 21.889 8.620 12.101 -0.570 -3.079 1.129 H16 DAW 47 DAW H17 H17 H 0 1 N N N 18.199 6.788 9.249 3.335 -2.263 -2.316 H17 DAW 48 DAW H17A H17A H 0 0 N N N 19.258 5.300 9.105 2.391 -0.802 -1.942 H17A DAW 49 DAW H20 H20 H 0 1 N N N 18.577 1.693 9.959 6.546 1.775 -1.520 H20 DAW 50 DAW H20A H20A H 0 0 N N N 16.876 1.101 10.064 7.490 0.313 -1.895 H20A DAW 51 DAW H21 H21 H 0 1 N N N 19.115 0.833 12.086 7.784 2.028 0.614 H21 DAW 52 DAW H21A H21A H 0 0 N N N 17.369 0.529 12.480 8.729 0.566 0.239 H21A DAW 53 DAW HN6 HN6 H 0 1 N N N 19.156 3.711 10.786 5.005 -0.162 -2.076 HN6 DAW 54 DAW H19 H19 H 0 1 N N N 16.283 3.107 10.883 6.622 -0.774 0.158 H19 DAW 55 DAW H19A H19A H 0 0 N N N 17.293 2.763 12.340 5.677 0.687 0.532 H19A DAW 56 DAW HS2 HS2 H 0 1 N N N 18.657 -1.817 12.198 10.284 2.782 -0.256 HS2 DAW 57 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal DAW N1 S1 SING N N 1 DAW N3 C16 SING Y N 2 DAW N3 N4 DOUB Y N 3 DAW C4 C5 DOUB Y N 4 DAW C4 C7 SING N N 5 DAW C4 C3 SING Y N 6 DAW C5 C6 SING Y N 7 DAW C6 C1 DOUB Y N 8 DAW C7 O3 DOUB N N 9 DAW C7 N2 SING N N 10 DAW C8 C15 SING N N 11 DAW C8 N2 SING N N 12 DAW C8 C9 SING N N 13 DAW C10 C9 DOUB Y N 14 DAW C10 C11 SING Y N 15 DAW C13 C12 SING Y N 16 DAW C13 C14 DOUB Y N 17 DAW C15 C16 DOUB Y N 18 DAW C15 N5 SING Y N 19 DAW S1 O1 DOUB N N 20 DAW S1 O2 DOUB N N 21 DAW S1 C1 SING N N 22 DAW C1 C2 SING Y N 23 DAW C2 C3 DOUB Y N 24 DAW C9 C14 SING Y N 25 DAW C11 C12 DOUB Y N 26 DAW N4 N5 SING Y N 27 DAW N5 C17 SING N N 28 DAW C17 C18 SING N N 29 DAW C20 C21 SING N N 30 DAW C20 C19 SING N N 31 DAW C21 S2 SING N N 32 DAW C18 O4 DOUB N N 33 DAW C18 N6 SING N N 34 DAW N6 C19 SING N N 35 DAW N1 HN1 SING N N 36 DAW N1 HN1A SING N N 37 DAW C5 H5 SING N N 38 DAW C6 H6 SING N N 39 DAW C8 H8 SING N N 40 DAW C10 H10 SING N N 41 DAW C13 H13 SING N N 42 DAW C2 H2 SING N N 43 DAW C3 H3 SING N N 44 DAW N2 HN2 SING N N 45 DAW C11 H11 SING N N 46 DAW C12 H12 SING N N 47 DAW C14 H14 SING N N 48 DAW C16 H16 SING N N 49 DAW C17 H17 SING N N 50 DAW C17 H17A SING N N 51 DAW C20 H20 SING N N 52 DAW C20 H20A SING N N 53 DAW C21 H21 SING N N 54 DAW C21 H21A SING N N 55 DAW N6 HN6 SING N N 56 DAW C19 H19 SING N N 57 DAW C19 H19A SING N N 58 DAW S2 HS2 SING N N 59 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor DAW SMILES ACDLabs 12.01 "O=C(NCCCS)Cn1nncc1C(c2ccccc2)NC(=O)c3ccc(cc3)S(=O)(=O)N" DAW SMILES_CANONICAL CACTVS 3.370 "N[S](=O)(=O)c1ccc(cc1)C(=O)N[C@@H](c2ccccc2)c3cnnn3CC(=O)NCCCS" DAW SMILES CACTVS 3.370 "N[S](=O)(=O)c1ccc(cc1)C(=O)N[CH](c2ccccc2)c3cnnn3CC(=O)NCCCS" DAW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)[C@@H](c2cnnn2CC(=O)NCCCS)NC(=O)c3ccc(cc3)S(=O)(=O)N" DAW SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C(c2cnnn2CC(=O)NCCCS)NC(=O)c3ccc(cc3)S(=O)(=O)N" DAW InChI InChI 1.03 "InChI=1S/C21H24N6O4S2/c22-33(30,31)17-9-7-16(8-10-17)21(29)25-20(15-5-2-1-3-6-15)18-13-24-26-27(18)14-19(28)23-11-4-12-32/h1-3,5-10,13,20,32H,4,11-12,14H2,(H,23,28)(H,25,29)(H2,22,30,31)/t20-/m0/s1" DAW InChIKey InChI 1.03 SQLGLXFRIDQRKD-FQEVSTJZSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier DAW "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-(1-{2-oxo-2-[(3-sulfanylpropyl)amino]ethyl}-1H-1,2,3-triazol-5-yl)(phenyl)methyl]-4-sulfamoylbenzamide" DAW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(S)-[3-[2-oxidanylidene-2-(3-sulfanylpropylamino)ethyl]-1,2,3-triazol-4-yl]-phenyl-methyl]-4-sulfamoyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DAW "Create component" 2009-11-18 RCSB DAW "Modify aromatic_flag" 2011-06-04 RCSB DAW "Modify descriptor" 2011-06-04 RCSB #